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A9899

Sigma-Aldrich

Antazoline hydrochloride

Synonym(s):

2-(N-Benzylanilinomethyl)-2-imidazoline hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C17H19N3 · HCl
CAS Number:
2508-72-7
Molecular Weight:
301.81
EC Number:
219-719-8
MDL number:
MFCD00058145
UNSPSC Code:
12352200
PubChem Substance ID:
24277763
NACRES:
NA.77

form

powder

Quality Level

200

originator

Novartis

SMILES string

Cl.C1CN=C(CN(Cc2ccccc2)c3ccccc3)N1

InChI

1S/C17H19N3.ClH/c1-3-7-15(8-4-1)13-20(14-17-18-11-12-19-17)16-9-5-2-6-10-16;/h1-10H,11-14H2,(H,18,19);1H

InChI key

SWKDMSRRIBZZAY-UHFFFAOYSA-N

Gene Information

human ... HRH1(3269)

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Biochem/physiol Actions

Imidazoline agonist; more potent than efaroxan in inducing insulin release from β cells; H1 histamine receptor antagonist.

Features and Benefits

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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S C Ruckmick et al.
Journal of pharmaceutical sciences, 84(4), 502-507 (1995-04-01)
HPLC analysis of an anti-infective ophthalmic solution (Albalon-A), containing the active drugs naphazoline and antazoline, revealed a degradation peak of unknown identity. To elucidate the identity of the degradant, the active drugs were each hydrolyzed by refluxing at high pH
D Berdeu et al.
European journal of pharmacology, 254(1-2), 119-125 (1994-03-11)
The effects of imidazolines and derivatives were studied on insulin secretion and vascular resistance in the isolated perfused rat pancreas. On insulin secretion, two imidazoline alpha 2-adrenoceptor antagonists, efaroxan (1-100 microM) and RX821002 (10 microM), had a stimulating response; however
Chesley J Christensen et al.
Behavioral neuroscience, 123(1), 165-171 (2009-01-28)
Fischer and Lewis rat strains often serve as animal vulnerability models for drug abuse and addiction. When these strains respond for drugs of abuse, several measures, including total drug intake, response rate and progressive-ratio breakpoints, have been reported to be
M Mourtada et al.
Naunyn-Schmiedeberg's archives of pharmacology, 361(2), 146-154 (2000-02-24)
Pancreatic beta-cells express imidazoline binding sites which play a role in the regulation of insulin secretion, but it is not known whether ligands for these sites also affect other aspects of beta-cell physiology. In the present study, we have investigated
Mariusz Swiader et al.
European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology, 14(4), 307-318 (2004-05-28)
Experimental studies have indicated that the central histaminergic system plays an important role in the inhibition of seizures through the stimulation of histamine H1 receptors. H1 receptor antagonists, including classical antiallergic drugs, occasionally may induce convulsions in healthy children and
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